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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 45906Generated: October 29, 2026

Hydrochloric Acid → 4-[4-(2,4-Dioxobicyclo[3.2.1]oct-3-yl)-5-methylthiophen-2-yl]benzoic acid

https://huagongshe.com/reaction/45906

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantHCID 66741900HCID 66741900—
SolventMethanolHCID 887—
Product4-[4-(2,4-Dioxobicyclo[3.2.1]oct-3-yl)-5-methylthiophen-2-yl]benzoic acidHCID 6674206077.6%

Reaction Steps

To a solution of 4-[4-(2,4-dioxobicyclo[3.2.1]oct-3-yl)-5-methylthiophen-2-yl]benzoic acid methyl ester (60 mg, 0.16 mmol) in methanol (2 ml) is added 1N aqueous lithium hydroxide solution (2 ml) and the reaction stirred at room temperature for 72 hours. The reaction is acidified with 2N aqueous hydrochloric acid (25 ml) and extracted with dichloromethane (25 ml). The organic layer is washed with brine, dried over magnesium sulphate, filtered and the filtrate is concentrated in vacuo to give 4-[4-(2,4-dioxobicyclo[3.2.1]oct-3-yl)-5-methylthiophen-2-yl]benzoic acid (44 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541594B2
Source datasetuspto-grants-2013_09
ORD IDord-10657fb6d38f472da1fe1b05d6729656
Source noteuspto-grants-2013_09